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YMH Studios

Weekly, comedian best friends Tom Segura and Bert Kreischer get together in the bear cave at YMH Studios to do what bears do: make each other laugh.

2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Tom will be filming his new stand-up special in Milwaukee at The Riverside Theater on November 14th & 15th! Tickets are still available in Milwaukee for the November 14th show. Go get your tickets now at https://tomsegura.com/tour.

SPONSORS:
- Protect your family with life insurance from Ethos. Get your free quote at https://Ethos.com/BEARS
- Get your first month of BlueChew FREE Just use promo code BEARS at checkout and pay five bucks for shipping https://bluechew.com 
- Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears
- Right now, get our free business guide, Demystifying AI, at https://Netsuite.com/BEARS. 
- Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50% off your first box, plus Free Breakfast for 1 Year.

Bert Kreischer celebrates turning 53 the only way he knows how — by spiraling into an existential and hilarious conversation with comedian and cosmic philosopher Duncan Trussell. From tales of Bigfoot and testicular cancer to deep dives on AI, death, main character syndrome, and whether any of us are even real, this episode swings from absurd to profound faster than Bert can take his shirt off. Duncan and Bert talk about everything — mortality, digital immortality, the illusion of self, performative living, and how comedy might be the purest form of chaos magic. Along the way, they share stories about Joe Rogan, Freddy Soto, and the strange spiritual beauty of making people laugh. There’s even a surprisingly thoughtful discussion about funerals, cruises, and the philosophy of “carpe diem.” Bert also reveals the truth about his infamous cruise (yes, the vodka shortage is real), his daughter’s fandom for Duncan, and why thumbnail culture might have “ruined podcasting.” Duncan, meanwhile, breaks Bert’s brain more than once with talk of Roko’s Basilisk, reincarnation, and smiling on the way to the gallows — all while making it sound like the funniest TED Talk you’ve ever heard. If you’ve ever wondered why we laugh at tragedy, why people live like they’re being filmed, or if you might just be an AI simulation of yourself — this is the episode for you.

2 Bears, 1 Cave Ep. 313

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:00:43 - Death Plans & Bigfoot’s Balls
00:03:59 - AI, Immortality & Roko’s Basilisk
00:07:02 - Main Character Syndrome
00:14:54 - Comedy, Therapy & Freddie Soto
00:17:10 - Hail Satan & The Disney Adult Disaster
00:22:46 - Loving Your Fans & Bert’s Cruise of Chaos
00:33:07 - Performative Life & The Polar Plunge Moment
00:41:50 - Are You Really You? Identity, Trauma, & Thumbnail People
00:54:17 - Smiling on the Way to the Gallows
01:03:10 - Cancel Culture, Bunkers & The Human Comedy
01:09:52 - The Weird Miracle Of Being Alive
01:13:43 - Bert Ruined A Photo Op

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Duncan Trussell BLOWS Bert's Mind! | 2 Bears, 1 Cave

Tom will be filming his new stand-up special in Milwaukee at The Riverside Theater on November 14th & 15th! Tickets are still available in Milwaukee for the November 14th show. Go get your tickets now at https://tomsegura.com/tour.

SPONSORS:
- Get $10 Off at BRUNT with code CAVE at https://www.bruntworkwear.com/CAVE #bruntpod 
- Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50% off your first box, plus Free Breakfast for 1 Year.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com

This week, Tom Segura sits down with WWE legend Mark Calloway — better known to millions as The Undertaker — for one of the most fascinating and hilarious deep dives ever on 2 Bears 1 Cave. From the grind of early wrestling days to the creation of one of the most iconic characters in sports entertainment, this episode is pure gold for wrestling fans and comedy lovers alike.
The Undertaker opens up about his unlikely path from college basketball to the squared circle, the wild meeting with Vince McMahon that birthed his legendary persona, and what it was like to rise through an era dominated by Hulk Hogan and other larger-than-life characters. He and Tom trade road-war stories, comparing the life of a traveling comedian to that of a pro wrestler — the endless travel, the brutal schedule, and the weird adjustment of coming home after months on tour.
Mark also reveals behind-the-scenes secrets of WrestleMania, his all-time favorite match with Shawn Michaels, and the brutal injuries (including being set on fire… twice) that came with three decades in the ring. Plus, he shares how he stayed committed to “living the character,” why he always wore black in public, and how he evolved The Undertaker over time to keep the mystique alive. They also discuss wrestling psychology, the art of storytelling in the ring, and the freakish athleticism of stars like Brock Lesnar, Kane, and Roman Reigns. From hilarious stories about stepping on teammates during basketball drills to heartfelt reflections on the fans who grew up with him, The Deadman proves he’s every bit as thoughtful as he is intimidating.

2 Bears, 1 Cave Ep. 312

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:01:09 - Wrestlemania
00:06:36 - I Wanna Be A Wrestler
00:17:17 - The Birth Of The Undertaker
00:31:26 - Injuries & Finding New Roles
00:42:40 - Big Strong Guys
00:47:35 - Shawn Michaels
00:56:17 - Novices
00:59:54 - Stupid Purchases
01:03:25 - Mike Tyson
01:06:57 - Wrap Up

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Tom Goes One-On-One With The Undertaker! | 2 Bears, 1 Cave

TEXAS! Tom will be in Amarillo at the Amarillo Civic Center Complex on November 1st, then November 2nd in Lubbock at Buddy Holly Hall and El Paso at the Abraham Chavez Theatre on November 6th. Go get your tickets now at https://tomsegura.com/tour.

SPONSORS:
- Head to https://DRINKAG1.com/BEARS to get a FREE Welcome Kit, including a bottle of Vitamin D and free AG1 Travel Packs, when you first subscribe!
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary.
- Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears
- Sign up for a $1 per month trial period at https://shopify.com/bears.

This week on 2 Bears, 1 Cave, Bort sits down with comedy legend Sebastian Maniscalco for one of the funniest, most honest conversations yet. They dive deep into Sebastian’s new stand-up special filmed at the United Center, what it takes to stay passionate about comedy, and how fatherhood changes everything.
From crying at movies and parenting philosophies to the “arrogance of boring” and buying boats, this episode is packed with heart, humor, and classic Bert chaos. The two swap stories about old-school comedy days, meeting Jerry Seinfeld and Robert De Niro, and the truth about balancing fame, family, and fun.

Tim will return next week...promise.

2 Bears, 1 Cave Ep. 311

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:02:30 - Stand-Up, Sicilians, & Sensitivity
00:14:16 - Dressed To Impress
00:22:27 - Small Talk & Small Comedians
00:34:28 - Playing The Hits
00:39:30 - DeNiro & Casinos
00:46:20 - Wine, Wants, & Life Experiences
00:56:35 - Fun Dad & Discipline Dad
01:03:05 - Pete Correale
01:07:32 - Does Sebastian Do This?
01:16:06 - Married To An Artist
01:19:08 - Edit This Out! + Wrap Up

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Robert DeNiro Didn't Wanna Be Friends w/ Sebastian Maniscalco | 2 Bears, 1 Cave

Attention Hanover, MD! Tommy Buns is coming to The Hall At Live! Casino, Sunday, October 19. Get tickets now at https://tomsegura.com/tour

SPONSORS:
- Upgrade your wallet today! Get 10% Off @Ridge with code CAVE at https://ridge.com/CAVE #ridgepod 
- Stop overpaying and start saving with Ownwell. Sign up in 3 minutes at https://Ownwell.com/bears
- If you’re 21 or older, grab 30% off your first order plus free shipping with code BEARS at https://indacloud.co
- Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! Sign-up using https://dkng.co/bears or through my promo code BEARS.

Bert Kreischer sits down with YouTuber and social media personality, Funny Marco for one of the most effortlessly hilarious and unexpectedly deep conversations on 2 Bears, 1 Cave. The two dive into everything from guessing celebrity ages and debating who the sexiest comedian is, to the weird psychology of fame, strip club etiquette, and why Ice Cube has never smiled in a movie.
Marco opens up about his viral interviews with Nicki Minaj and Orlando Brown, the surreal side of fame, and what it means to stay grounded when everyone treats you like a brand instead of a person. Bert shares behind-the-scenes stories from The Cabin and The Machine, his friendship with Katt Williams, and what it’s really like when fame takes away your freedom to “just go.”
Funny, sharp, and full of quotable moments, this episode swings from gut-busting comedy to surprisingly real talk about authenticity, anxiety, and why being “D-list famous” might be the sweet spot.

2 Bears, 1 Cave Ep. 310

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Gambling problem? Call 1-800-GAMBLER. In New York, call 877-8-HOPENY or text HOPENY (467369). In Connecticut, Help is available for problem gambling. Call 888-789-7777 or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://dkng.co/audio. Limited time offer.

Chapters 
00:00:00 - Intro
00:02:17 - What's My Age Again?
00:14:14 - Interviewing Celebs & Getting A Lambo From Nicki Minaj
00:20:14 - Orlando Brown & Bert's Cabin
00:29:31 - Top Black Comedy Movies
00:40:40 - Fame
00:50:20 - Strip Clubs
00:55:55 - NBA YoungBoy
01:00:25 - The Art Of Not Giving A F
01:05:00 - Animation Domination
01:08:55 - Black Phrases
01:15:25 - Lying
01:19:46 - Chappelle, Kevin Hart, IShowSpeed, & Kai Cenat
01:28:12 - The Entertainment Of Watching People's Lives
01:36:42 - Closing Thoughts

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Why Ice Cube Stays Mad in Every Movie w/ Funny Marco | 2 Bears, 1 Cave

Attention Hanover, MD! Tommy Buns is coming to The Hall At Live! Casino, Sunday, October 19. Get tickets now at https://tomsegura.com/tour

SPONSORS:
- As always, get your first month of BlueChew FREE Just use promo code BEARS at checkout and pay five bucks for shipping. https://bluechew.com 
-Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears
- Download the CFO’s Guide to AI and Machine Learning for FREE at https://NetSuite.com/BEARS.

This week, Bert and Tom dive headfirst into the weirdest brain rot rabbit holes yet — from testing out VR porn ("you can see her fillings!") to auditioning more OnlyFans submissions, one of which that includes… a unique Por Osos bottle cameo. The Bears also pitch a business idea for a grown-man “locker room,” debate how Bert's woke daughters compare to Tom's redneck sons, and discover the world’s wildest dogs and cats. Plus: Jelly Roll’s 5K transformation, Savannah cats that look like mini-lions, and Bert’s desperate plan to sneak another puppy past Leanne.
It’s sex robots, freeze porn, fat-to-fit inspiration, and pet chaos all rolled into one classic 2 Bears, 1 Cave mess.

2 Bears, 1 Cave Ep. 309

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:03:22 - Jimmy Kimmel and Tylenol
00:08:17 - New Interest
00:15:54 - What The Kids Are Into
00:27:48 - The Bears Draft A Prospect
00:38:32 - The Locker Room Experience
00:46:18 - Jelly Roll
00:52:10 - Cane Corso vs. Dogo Argentino vs. Savannah Cat
01:01:14 - Wrap Up

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Tom and Bert's Favorite OF Submissions | 2 Bears, 1 Cave

Attention Hanover, MD! Tommy Buns is coming to The Hall At Live! Casino, Sunday, October 19. Get tickets now at https://tomsegura.com/tour

SPONSORS:
- Upgrade to ShipStation today to get a sixty-day free trial at https://www.shipstation.com/cave.
- Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50% off your first box, plus Free Breakfast for 1 Year.
- For simple, online access to personalized and affordable care for Hair Loss, ED, Weight Loss, and more, visit https://Hims.com/BEARS.
- Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS! #trueclassicpod 

This week, Tom Segura is joined by one of the greatest one-liner comedians in the world, Jimmy Carr!
Tom and Jimmy dive deep into the craft of comedy, comparing Carr's laser-focused joke construction to Bert Kreischer's chaotic storytelling. Jimmy reveals his controversial (and hilarious) take on
marijuana legalization—mandating it for people over 50—and the tragic role of "cheap dopamine" in modern life, from social media to porn. The conversation touches on global comedy culture, the
variable reward system that drives stand-up and casinos , and why the live comedy experience is 30 times funnier than watching a special alone. Jimmy Carr also gives his final, wishful prediction for how
Bert Kreischer will die. Plus: Why the 21st Century is just the 20th century on better screens, the long wait for GTA 6, Jimmy's hilarious interactions with Stephen Hawking, the importance of gratitude, and why Tom should have read the Quentin Tarantino book. Don't miss a conversation that is smart, insightful, and packed with the sharp, dark wit that only Jimmy Carr can deliver!

2 Bears, 1 Cave Ep. 308

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:01:19 - The Mechanisms Of Reward
00:10:08 - The Spectacular Death Of Burt Kersher
00:15:51 - The Times They Are-A-Changing
00:28:51 - Weed Takes
00:37:22 - The Privilege of Pressure & Boredom
00:43:36 - Beautiful People
00:53:56 - Boinking Bert
00:59:02 - James Bond & GTA 6
01:06:11 - Quentin Tarantino
01:12:47 - Wrap Up

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Phones Are Making You Unfunny w/ Jimmy Carr | 2 Bears, 1 Cave

SPONSORS:
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary.
- Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears
- Upgrade to ShipStation today to get a sixty-day free trial at https://www.shipstation.com/cave.
- If you’re 21+, try VIIA! For 15% off AND a free gift with your first order head to https://viia.co/BEARS and use code BEARS! #viiaparter 

In this episode of 2 Bears, 1 Cave, James Gunn joins Tom Segura to talk filmmaking and the state of the entertainment industry. Gunn opens up about directing Superman, the pressures behind it, and the relief of its success. He also discusses his role as co-head of DC Studios, building a decade-long DC universe, and the bold choice to reshoot five and a half episodes of Peacemaker with a new Vigilante.
Tom and James bond over grounded storytelling, casting decisions, and the balance between comedy, superhero films, and CGI. They also touch on the return of comedies to theaters and how the industry continues to evolve.

2 Bears, 1 Cave Ep. 307

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:00:45 - Peacemaker, El Tigre, & Grounded Aesthetics 
00:08:24 - Big Screen Comedy
00:22:04 - Hitting The Creative Lottery With Superman
00:32:59 - The Writing Process & Juggling Big Budgets
00:41:16 - Special FX & Special Actors
00:47:57 - Batman
00:55:53 - Star Wars
01:00:12 - Guardians Of Fun
01:04:11 - Serious Filmmaking & "Ripley"
01:08:36 - Casting Highs & Lows

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James Gunn's Superheroes Are Flawed But Funny | 2 Bears, 1 Cave

SPONSORS:
- Head to https://acorns.com/BEARS or download the Acorns app to get started.
- Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS! #trueclassicpod 
- Sign up for a $1 per month trial period at https://shopify.com/bears.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com

Hey look, it's your favorite podcast hosts, Tom Segura and Bert Kreischer! This week in the cave Bert kicks things off with a brand-new joke he swears is the best thing he’s ever written, before diving into an emotional (and hilarious) story about his late bull mastiff, and the wild twist involving the family dog's long-lost sister. From there, the Bears riff on straight cat dads, Bert’s “sleep divorce,” VR porn addictions, childhood prank calls, and even the lost art of memorizing phone numbers. Bert even calls his dead grandma and chit chats with scam caller live on air.
The episode only gets wilder as Tom and Bert review real OnlyFans submissions from fans, debate who should be the first official “2 Bears OF star,” and spiral into some truly insane pitches that only these two maniacs could come up with.
Plus: speech impediments, Elmer Fudd racism, trolling stories, gambling breakdowns from NFL Week 1, and Bert trying to recruit Zac Efron into a shirtless golf fantasy with their new NIL athlete. This might just be the best episode of this show in a long ass time, don’t miss it.

2 Bears, 1 Cave Ep. 306

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters 
00:00:00 - Intro
00:01:41 - Dogs & Cats
00:08:59 - VR Corn
00:17:30 - Memorizing Geography
00:23:24 - Memorizing Phone Numbers
00:31:35 - Prank Calls
00:37:59 - We Got Some OF Prospects
00:49:50 - Speech Impediments
00:53:45 - NFL Week 1 Gambling 
00:59:51 - Bert Wants To Adopt Athletes
Learn more about your ad choices. Visit megaphone.fm/adchoices

Bert Calls His Dead Grandma | 2 Bears, 1 Cave

SPONSORS:
- Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! Sign-up using https://dkng.co/bears or through my promo code BEARS.
- Don’t let financial opportunity slip through the cracks, get half off your first year with promo code BEARS at https://www.monarchmoney.com/bears
- As always, get your first month of BlueChew FREE Just use promo code BEARS at checkout and pay five bucks for shipping. https://bluechew.com 
- Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears
- Download the CFO’s Guide to AI and Machine Learning at https://NetSuite.com/BEARS.

We're sorry, guys! Tom and Bert are back in the cave with a full plate: Druski’s viral NASCAR “whiteface” sketch and the art of deep-cover character work, a big “Would you die for your country?” debate, and discuss why streaming giants (Kai, Adin, Jack, etc.) have completely remixed entertainment. Plus, Tom relives an electric college football weekend (FSU at home against Alabama = goosebumps), Bert admits he tried to move a 400-lb armoire and declared himself top 0.5% strong in the city, and the guys hatch a chaotic million-dollar plan to manage an OnlyFans creator—will it work? Is white-face really back? Is Bert making things up? Watch and find out! 

2 Bears, 1 Cave Ep. 305

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Gambling problem? Call one eight hundred Gambler. In New York, call eight seven seven eight HOPENY or text HOPENY (four six seven three six nine). In Connecticut, Help is available for problem gambling. Call eight eight eight seven eight nine seven seven seven seven or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Twenty-one plus age and eligibility varies by jurisdiction. Fees may apply in Illinois. Void in Ontario. Bonus bets expire seven days after issuance. See https://sportsbook.draftkings.com/promos. NFL Sunday Ticket offer for new subscribers only and auto-renews until cancelled. Digital games and commercial use excluded. Restrictions apply. Additional NFL Sunday Ticket terms at https://youtube.com/go/nflsundayticket/terms. Limited time offer.

Chapters 
00:00:00 - Intro
00:01:30 - Druski Doing White Face
00:10:54 - Streamers Ruined The Military
00:17:32 - Would You Die For Our Country?
00:26:25 - Kam Patterson
00:33:20 - Another Tour
00:38:25 - College Football Weekend
00:49:42 - Let's Become OF Boosters
00:59:17 - Bert's Fight With LeeAnn
01:05:28 - Wrap Up

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is White-Face Cool Again? | 2 Bears, 1 Cave

SPONSORS:
- Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! Sign-up using https://dkng.co/bears or through my promo code BEARS.
- For simple, online access to personalized and affordable care for Hair Loss, ED, Weight Loss, and more, visit https://Hims.com/BEARS
- Upgrade to ShipStation today to get a sixty-day free trial at https://www.shipstation.com/cave 

Bert and Tom are BACK in the Cave! After a memorable summer takeover by Stavvy and Chrissy D, the OG Bears return to catch up on everything—movies, standup, gambling, insane diets, and why Bert can’t stop eating 10 egg bites at once. Tom opens up about his recent cancer-screening scare, which led to a brutal five-day water fast, and accidentally dropping 25 pounds while filming El Tigre. Bert shares why his watch doesn’t fit anymore, how he tormented his director by throwing Liquid Death cans at 4 AM, and the disgusting way he measures his weight.
The Bears also dive into the future of late-night TV, Amy Poehler’s move into podcasting, their own TV and film projects, and Bert’s insane plan to bet $1,000 every week on the Bucs. Plus: family visits on set, Isla living like a diva in Bert’s trailer, Tom’s boys discovering fake cocaine, and both Bears gearing up for the upcoming NFL and NCAA football seasons! 

2 Bears, 1 Cave Ep. 304

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Gambling problem? Call one eight hundred Gambler. In New York, call 8778HOPENY or text HOPENY (four six seven three six nine). In Connecticut, Help is available for problem gambling. Call eight eight eight seven eight nine seven seven seven seven or visit ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Fees may apply in IL. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Bonus bets expire seven days after issuance. See sportsbook dot draftkings.com/promos. NFL Sunday Ticket offer for new subscribers only and auto-renews until cancelled. Digital games and commercial use excluded. Restrictions apply. Additional NFL Sunday Ticket terms at https://youtube.com/go/nflsundayticket/terms . Limited time offer.

Chapters 
00:00:00 - Intro
00:00:07 - The Final Episode Of 2 Bears
00:09:36 - Tom's New Movie & Free Bert
00:21:47 - Why Tom Got So Skinny
00:33:23 - Bert Is Fat
00:42:04 - Family Visits + America's Team
00:45:48 - Bert's Big Bet
00:54:05 - Is Tom Down?
00:58:49 - A Bert Game Show?
01:01:45 - Wrap Up
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Gambling With Our Lives | 2 Bears, 1 Cave

It’s another episode of 2 Bears 1 Cave with Tom Segura and guest bear Tim Dillon! Tim explores what his political platform would be for 2024, North Korean way of life, and what murder feels like, allegedly, and the Austin serial killer. They discuss wildly inappropriate politicians, Tim’s new book, and how horrible cruises are. They discuss accommodations for fat people, trans racial folks, and Tim Dillon’s incredible ability for creating great content.
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com/
Learn more about your ad choices. Visit megaphone.fm/adchoices

Plus-Size Accommodations w/ Tim Dillon | 2 Bears, 1 Cave Ep. 189

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